Graphostrin E

Details

• Internal ID: 4f309e81-a72c-4e4a-9627-8b90646f48c8
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (2S)-2-[(2R)-1-acetyloxy-2-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxylic acid
• SMILES (Canonical): CC(=O)OCC(C)(C1CC2=C(O1)C=CC(=C2)C(=O)O)O
• SMILES (Isomeric): CC(=O)OC[C@](C)([C@@H]1CC2=C(O1)C=CC(=C2)C(=O)O)O
• InChI: InChI=1S/C14H16O6/c1-8(15)19-7-14(2,18)12-6-10-5-9(13(16)17)3-4-11(10)20-12/h3-5,12,18H,6-7H2,1-2H3,(H,16,17)/t12-,14+/m0/s1
• InChI Key: AGZADXYKMDGMON-GXTWGEPZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₆
• Molecular Weight: 280.27 g/mol
• Exact Mass: 280.09468823 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.00
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	-	0.7721	77.21%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8000	80.00%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9426	94.26%
OATP1B3 inhibitior	+	0.9302	93.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9248	92.48%
P-glycoprotein inhibitior	-	0.8884	88.84%
P-glycoprotein substrate	-	0.8516	85.16%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8399	83.99%
CYP3A4 inhibition	-	0.7953	79.53%
CYP2C9 inhibition	-	0.7637	76.37%
CYP2C19 inhibition	-	0.8169	81.69%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.5457	54.57%
CYP2C8 inhibition	-	0.6236	62.36%
CYP inhibitory promiscuity	-	0.8417	84.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.7224	72.24%
Skin irritation	-	0.7987	79.87%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7312	73.12%
Micronuclear	-	0.6960	69.60%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6122	61.22%
Acute Oral Toxicity (c)	III	0.6629	66.29%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	-	0.6136	61.36%
Thyroid receptor binding	-	0.6651	66.51%
Glucocorticoid receptor binding	-	0.5938	59.38%
Aromatase binding	-	0.6564	65.64%
PPAR gamma	-	0.5164	51.64%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7652	76.52%
Fish aquatic toxicity	+	0.9759	97.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.47%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.99%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.93%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	89.01%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.01%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.75%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.98%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.72%	95.89%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.38%	95.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	81.21%	87.67%
CHEMBL340	P08684	Cytochrome P450 3A4	80.79%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684232
• LOTUS: LTS0244610
• wikiData: Q104912111